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285 condos
SMB-Grand 32. Beachside condo with pool. Remote work from Paradise.
Seven Mile Beach apartment
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 2 hours 18 minutes
Price per night from
$202

2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.2
Rum Point apartment
2 bedrooms / 2 bathrooms / sleeps 4
“Paradise” We stayed at MoodLight Kai condo the first week of april 2014. It was a magical experience being in Cayman Island for the first time. The condo is very modern and comfortable with a beautiful beach view right from the living room couch. There was no excessive noise or biting insects, the beach is very close and if you are feeling too lazy to go anywhere you can just lounge on the beach in front of the condo or soak in the jacuzzi. We had an excellent time and would definitely go back for another family vacation.
Price per night from
$259

Laguna del Mar: Prime Seven Mile Beach location ground floor beachfront
Seven Mile Beach condo
3 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 3 hours 17 minutes
Price per night from
$1,282

"A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point
North Side apartment
2 bedrooms / 2 bathrooms / sleeps 6
“Loved it” We loved the Rum Point area. The condo was clean. Pool area was clean. We enjoyed the area enough for us to do. When we wanted to do more drove 45 minutes to Seven Mile Beach. Just a great location
Price per night from
$255
KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot
North Side house
2 bedrooms / 2 bathrooms / sleeps 5
Responds fast! avg. 3 hours 15 minutes
Price per night from
$453
We'll Sea: Caribbean Cottage on Pristine Beach w/Seamless Indoor-Outdoor Living
Rum Point house
2 bedrooms / 3 bathrooms / sleeps 4
Responds fast! avg. 3 hours 15 minutes
Price per night from
$458
Two Rainbows: Beach Lovers Paradise in Cayman Kai w/ Pool & Beautiful Barefoot
Rum Point house
5 bedrooms / 4 bathrooms / sleeps 10
“Two Rainbows is a peaceful, secluded and affordable villa perfec” Our stay at Two Rainbows was our fourth visit to Grand Cayman. Check-in was absolutely painless. We had great instructions and were able to walk right in a get settled in a matter of a few minutes. Having previously stayed on Seven Mile beach and the North Side, we can say that it is our favorite location so far. If you want seclusion, peace and quiet, this is the place. If you want convenience to Georgetown and the action, this is not for you. We are used to driving a half an hour to get fuel or groceries, so it was no issue for us. If you visit in the winter, this villa is located out of the Christmas Wind that is prevalent on the North Side, which makes it much nicer to spend time on the beach. Speaking of which, the beach was clean and the water smooth. Snorkeling is limited and the swimming is less than ideal as there is a fair amount of grass in the shallows in front of the house, but if you feel like venturing out a bit farther there is some nice water to be had. The currents have washed quite a bit of sand around the point so the beach out front is quite wide and the water shallow. Kids will love it. We loved the screened in porch which allowed the breeze through, but not the bugs. The pool was small but adequate for a refreshing dip. The house was clean, roomy and well appointed with the exception of no stereo or outdoor speakers for music. We really missed that! There are several steps to get in or out of the house at every exit, so consider that for anyone in your group that has a problem with steps. Two hammocks are perfectly positioned and made for "naps with a view." A kayak or two would enhance the water experience since it is so calm in the bay. It is so convenient to Rum Point your will probably go there every day. The food there is exceptional. Overall, Two Rainbows is a really good value and a great place for a quiet beach get-away. We would recommend it to anyone who looking for laid back seclusion.
Responds fast! avg. 3 hours 15 minutes
Price per night from
$1,145
Coconut Beach: Secret Garden Oasis with Palm-Shaded Beach and Spectacular
Rum Point house
5 bedrooms / 5 bathrooms / sleeps 12
Responds fast! avg. 3 hours 15 minutes
Price per night from
$888
3 Bedroom Plus Den Beach Front Home in West Bay - Sleeps 10!
West Bay villa
3 bedrooms / 3 bathrooms / sleeps 10
Price per night from
$1,489
2 BR condo on Seven Mile Beach with ocean views
Seven Mile Beach condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 58 minutes
Price per night from
$317
Sea Beauty: ADA-Friendly Island Cottage w/ 300-feet of Private Beach, Hammocks
East End house
2 bedrooms / 2 bathrooms / sleeps 6
“Beautiful, peaceful, relaxation!” My wife and I stayed at Sea Beauty last month with our son, his wife and our 14 year old grandson. Owners Cathy and Jerry Frazier met us at the door with the keys and gave us a complete walk-thru and instructions for the house. Nothing was left to be desired at Sea Beauty. It has been completely remodeled and appointed with only the best, leaving nothing to be needed. Sea Beauty is an ideal location, about 20 minutes to the shops and restaurants of George Town and 20 minutes to our favorite place on the island,Rum Point on the north side. The best part of Sea Beauty is its 300 feet of private beach with great snorkeling and swimming, and especially the hammocks under the sea grape trees,always in the shade overlooking the white sandy beach. This has to be one of the most relaxing, beautiful places anywhere! Also, it is only about 20 minutes to a full-service grocery store and five minutes to two nice restaurants, especially The Lighthouse, less than two miles away. We can't say enough about this beautiful home, renovated in the classic Cayman cottage style, and the helpfulness of Jerry and Cathy. They even supplied us with cell phones with pre-programmed phone numbers for certain services. We will certainly be returning to this beautiful paradise!
Responds fast! avg. 3 hours 15 minutes
Price per night from
$287
Kai Kotch, #17 Island Houses of Cayman Kai, Rum Pt
Rum Point apartment
2 bedrooms / 3 bathrooms / sleeps 6
“Tranquility” Traveled to Grand Cayman with a couple girlfriends and chose Kai Kotch based on reviews here and was not disappointed! We wanted a peaceful vacation and that's exactly what we got. Kai Kotch #17 was spacious and clean and we really enjoyed hanging out by the swimming pool and paddling in the bioluminescent pool. We were very close to many beaches (and much of the time they were private to us, as we traveled in the off-season). We couldn't have asked for more. When we had a question about something (like not being able to get the TV to work, or that the outdoor pool lights were off) someone was there to help us almost immediately. Tim adam was very pleasant to work with and also very courteous. We would gladly stay in Grand Cayman (and at Kai Kotch) in the future.
Price per night from
$380
Ocean Views Long Sunsets 25 steps to water Ground Floor, pool outside front door
Seven Mile Beach apartment
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$346
“What We Were Hoping It Would Be” No, really, we were hoping there would be oregano -- there was. We were hoping the knives would be sharp and that the dishwasher really washed dishes -- yup. We were hoping you really could snorkel out the back door and see fish you've only seen on TV and in aquariums -- absolutely. What we couldn't have hoped: that the cable would be wonky, I'd send an email, and ten minutes later the owner would call me personally to walk me through fixing it. That on a day too windy to go in the water, there would be so many things to do on the island (turtles, hikes, eating and eating and eating) that we wouldn't even care. Hopes exceeded. Such a great place to stay. Such a great owner. Clearly this is not a money-making investment. This is their second home that they let a few other lucky people use. I hope they rent this property as much as they can but always save some time for us.
Price per night from
$458
SUMMER/FALL RATES DISCOUNTED!/OCEANFRONT VILLA ON PRIVATE SANDY BEACH!!
Rum Point villa
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 52 minutes
Price per night from
$227
Price per night from
$231
Spectacular Ground Floor Condo on Seven Mile Beach - Laguna del Mar
Seven Mile Beach condo
3 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 3 hours 17 minutes
Price per night from
$1,283
Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic
Old Man Bay house
4 bedrooms / 5 bathrooms / sleeps 8
“A perfect vacation!” The second spring time vacation we had at villa caymanas. When arriving, the view entering the front door blows me away each time I arrive. Property is well maintained and everything was super clean. Private ocean side back yard made it great for relaxing. House has everything you need and some extras. We drove most days to Rum Point Beach( 10 minute drive) to relax, great beach. Spent a few days never leaving the property as we grilled fish we bought from local fisherman at the docks. With the big group we had, the villa suited us perfectly as there was plenty of room inside and out. I liked best the privacy and location of the house, we enjoy getting away from it all and this place gave us that. Worst part about the house is saying good bye.
Responds fast! avg. 3 hours 15 minutes
Price per night from
$630
Price per night from
$263
Starboard Kai Beachfront Home with Great Beach Location at Rum Point, Cayman Kai
Rum Point house
2 bedrooms / 3 bathrooms / sleeps 4
“Paradise Found” This was our first time to Grand Cayman Island. We were very excited to go as a family for the first time to the Caribbean. We usually like to vacation at destinations that are not too “touristy” so we decided to stay away from the seven mile beach strip, since we heard that was very busy. We are so grateful that we found this wonderful townhome at Rum Point. Starboard Kai was very tastefully decorated, really clean and very well stocked. They even had a complimentary water cooler for us which were so helpful. They had three kayaks with life jackets, bikes (which we never got a chance to use), laundry in the unit (just make sure you bring your own HE laundry detergent), dvd player (I am not sure if we saw any dvds, but we hardly watched any TV since were had full days), coffee maker, spices, pool towels, beach toys. The only thing we needed was food, that’s how well stocked this place was. It was so nice to be right across from a Rum Point where our boys could play in the water, without worrying about waves. The location is superb, since you have the beach right in front of the condo and the beautiful bioluminescent bay in the back. It was so nice to lounge in the lanai and see the bay. From the living room and office you had nice views of the ocean of Rum Point. Many beautiful parrots, roosters and iguanas to see here, which was really neat! We did venture towards Seven mile beach and other areas of interest but wished we had just spent more time at our home base Starboard Kai. We checked out all the top beaches on the island and found our location to be #1. Janice the owner was a delight to work with; she really goes above and beyond to accommodate her guests. We also found Bob Wagner, the property manager very helpful as well. They truly excel in customer service and were very responsive to any issue we had. We loved going to the recommended restaurants. Loved our day at Sting Ray city, with Red Sail Sports which to sign up is right across the street and leaves from Rum Point’s pier. We really liked the blue iguana sanctuary nearby. We also have great memories of feeding the ‘Pirate’ Frigate birds at Tukka, a restaurant on the east end. Going to get sticky toffee pudding and seeing the Tarpons at Calypso Grill was fantastic as well. Would highly recommend this to others and have. When we got back we showed my friends and family and were amazed how beautiful everything was. Hoping to go back soon!
Price per night from
$461
Cayman Stead, 2 BR, 2 bath,BEACH condo,sleeps 6
North Side apartment
2 bedrooms / 2 bathrooms / sleeps 6
“Perfect paradise” This was perfect for my family of 2 teenage girls, my wife and I. We wanted the hot Caribbean vacation without the resort. We dove and explored everyday. This condo had everything we needed, pool, right on the sea, internet, full kitchen, restaurants and great diving nearby, plenty to do. 80s during the day, 70s at night with that beautiful breeze, we hardly needed the aC at all. I would highly recommend this rental, we'll be back!
Price per night from
$288
CoCoCondo - Your Home Away from Home in the Caribbean
West Bay apartment
3 bedrooms / 4 bathrooms / sleeps 6
“Great Place To Stay” The condo has everything we need. We are a family of six with two grown children and smaller children as well. This condo is nicely decorated and clean. The pool is just outside the patio which is so convenient especially with smaller kids. It has beach chairs that we hauled around when we went around different beaches in the island. It feels like a home away from home. Thank you so much for the nice accommodation.
Responds fast! avg. 56 minutes
Price per night from
$459
Heritage House: Caribbean-Style Rum Point Villa with Large Pool & Sandy Shores
Rum Point house
4 bedrooms / 4 bathrooms / sleeps 10
“Wow! What a great time” We had the pleasure of staying at the Heritage House for a week at the end of april/beginning of May. The house is not centrally located to the the main part of the island, it is beautifully secluded on the North End of the island. We were within walking distance of Rum Point plus we could snorkel right off the beach at Heritage House. We traveled with our three adult children and their spouse or significant other. There were 8 adults in the house. Plenty of room for all of us. We would go back to Heritage House in a heartbeat. The pool out front was a plus. The weather was beautiful and the amenities were spectacular.
Responds fast! avg. 3 hours 15 minutes
Price per night from
$659
Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool
Rum Point house
3 bedrooms / 2 bathrooms / sleeps 6
“Great Cayman Experience!!” We just finished our 1-week vacation at Just For Fun. The cute cottage certainly lived up to our expectations. Our family cooks three meals a day at home. The kitchen and new grilling area work perfectly. The kitchen has lots of extras that make cooking anything from a quick breakfast to a gourmet meal a breeze. Plus the wet bar with the wine fridge makes for a great flow of traffic. The outside area, with a pool, deck and a screened in porch is perfect. We ate every meal outside, either in the shade or by the pool. Plus there is a cute thatched hut with 4 showers in it for that quick rinse off after a swim in the ocean or a dive. This cottage would really be perfect for a locals getaway to the North Side. It has a great dock and it is very quiet. We will be back, Steve
Responds fast! avg. 3 hours 15 minutes
Price per night from
$567
Great Location & Value! 7mile Beach Condo next to *NEW* Margaritaville Resort
Seven Mile Beach apartment
2 bedrooms / 2 bathrooms / sleeps 7
Price per night from
$460
Responds fast! avg. 2 hours 48 minutes
Price per night from
$156
Price per night from
$260
Kai Tana: Cozy Rum Point Cottage on Wide Sandy Beach w/ Awesome Snorkeling!
Rum Point house
2 bedrooms / 2 bathrooms / sleeps 4
“Tropical perfection!” Our group of three (two Biology Professors and a fiancee) stayed here for just four nights and we reveled in every minute of it. The directions to Cool Change were meticulous and we also asked for and were given directions to a grocery store. From the pictures on the website, we could not have imagined the sheer beauty of the villa and its setting right on the sea. The house was spotlessly clean and well furnished, nothing was lacking throughout our stay. The house sits on what seems to be a large plot of land, the neighboring houses are distant, and the beach (out the back door and down the stairs) is as close to private as you could desire. Large windows and sliding glass doors on the sea side opened out onto a lovely tiled terrace. A hammock hangs between two coconut palms and there is an outside shower to rinse off the sea water before entering the house. We had a wonderful time snorkeling and viewing the local fauna, including the small crabs and lizards that appeared on the terrace. We visited several nearby restaurants for dinner and enjoyed good meals at each one. I will look forward to returning to Grand Cayman and Cool Change again someday.
Responds fast! avg. 3 hours 15 minutes
Price per night from
$373
“Best girls' beach trip ever” This was my second time staying at Tiki House and the experience was wonderful both times. Everything one could possibly need in a vacation home is provided and just down the street is an enormous grocery store where one could buy all the fixings for any in-home meal. Especially nice is the lanai covered with bougainvillea. Great for morning coffee or afternoon cocktails. (There is even an outdoor shower for cleaning off after a day at the beach.) The location is excellent with the beach literally only a 45 second to 1 minute walk. Walking another 30 seconds brings you to a fabulous restaurant, Alfresco, which is great outdoor Italian and seafood dining (especially at sunset.) Being on the west side, the view of sunset is breathtaking.The entire 5 days I stayed were totally relaxing and part of that is due to the accommodations at Tiki House and its location.
Price per night from
$461
“Perfect vacation” My husband and I spent a week in this condo and found it to be perfect for us. It is very clean with nice linen and a well equipped kitchen. The location is great for walking around Kaibo. It is on a sandy beach with a restaurant right next door. We will definitely return to this spot. The beach is not good for swimming but there is a pool and hot tub. There is a beach within walking distance that is good for swimming.
Responds fast! avg. 1 hour 9 minutes
Price per night from
$291
Kai Vista: Sandy Oceanfront Villa with Infinity Pool, Jacuzzi, and Beachfront
Rum Point house
4 bedrooms / 4 bathrooms / sleeps 9
“The best vacation I have ever had!” We had the most fantastic vacation ever. Kai Vista has it all - a beautiful and very spacious villa that accomodates your every need and is so family friendly. It is perfectly designed for comfort, relaxation and enjoyment. The kitchen is well equipped with modern appliances and plenty of counter space for preparing your meals. It was nice having a washer and dryer so we didn't have to lug home dirty laundry. Our family comprised of six adults and four girls ages 8 - 10 and we were never bored nor did we feel crowded - we had plenty of room inside and out. There is a wonderful sea breeze that is almost constant so even though the weather was 85-90 every day you don't really feel it. I think Kai Vista has the best beach and location on Rum Point. The infinity pool is gorgeous as is the entire outside patio and beach area. We all enjoyed it so much we hardly strayed far to explore the island since everything is right there. Snorkeling was the best experience for all of us - we snorkeled every day with the girls. We saw all kinds of tropical fish and sea turtles too. We also kayaked and biked around Rum Point which is so pretty. There is a very nice gourmet restaurant on Rum Point within walking distance and also an outdoor grill right on the beach. We can't wait to come back to Kai Vista. The girls cried when our week was over because they had so much fun.
Responds fast! avg. 3 hours 15 minutes
Price per night from
$853
Sea Breeze, a luxury SMB beachfront condo
Seven Mile Beach apartment
4 bedrooms / 5 bathrooms / sleeps 10
Price per night from
$3,439
“Rum haven.” Super place. We loved it. Everything we needed. Clean and tidy. Great location. Nice owners. Fantastic staycation destination.
Price per night from
$145
4BR Seven Mile Beach - Boggy Sands - Parrot Penthouse (P3)
Seven Mile Beach condo
4 bedrooms / 4 bathrooms / sleeps 10
Price per night from
$1,159
Direct Beachfront Condo,quiet,with pool and tennis
George Town apartment
2 bedrooms / 2 bathrooms / sleeps 5
Responds fast! avg. 3 hours 7 minutes
Price per night from
$387